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Prompts to write better emails

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Good email is respect for the reader's time, made visible. The four templates below encode that: a rewrite pass that halves length while sharpening the ask, a structure for messages you dread sending, follow-ups that escalate politely, and a batch mode for the inbox pile.

One rule across all four: the ask goes first, the context after — readers decide in the first two lines whether to act, and most emails bury the decision.

The four templates

The 100-word discipline rewrite

Your draft says everything and lands nothing. Cut it to what the reader needs to act.

Rewrite my email draft. Recipient: [WHO + RELATIONSHIP]. What I need from them: [THE ONE CONCRETE THING + DEADLINE].

Rules: max [100] words; the ask in the first two lines, phrased so 'yes' is easy (one question, one option set, or one link); context after the ask, only what's needed to say yes; one white-space break minimum; subject line that contains the ask (["BUDGET OK BY FRI?"-STYLE]); delete: apologies for emailing, "just", "quick question", every second softener — keep exactly one politeness marker.
Then: one line on what you cut and why, so I learn the pattern.

Draft:
[PASTE]

Why this works: Ask-first with an easy-yes format is what moves response rates; the what-I-cut line turns each rewrite into training for the next draft you write yourself.

Output formatFact densityTest & iterate

The difficult email

Saying no, flagging a problem, renegotiating a deadline — the message you've rewritten four times.

Help me write a difficult email. Situation: [WHAT HAPPENED / WHAT MUST CHANGE]. Recipient: [WHO, STAKES, HISTORY]. What I want after they read it: [CONCRETE OUTCOME]. What I must NOT lose: [RELATIONSHIP / CREDIBILITY / THE DEADLINE].

First ask me up to 3 questions if the situation has gaps.
Then write it: the point within the first three sentences (no weather paragraph); facts with dates, no accusations — describe actions, not character; my contribution acknowledged if true: [IS IT?]; the path forward as a proposal with one concrete next step; max 150 words.
Then: the 3 sentences I should NOT include even though I want to — and why.

Why this works: Point-first is kinder than the slow reveal; actions-not-character keeps it answerable; and the not-to-send list is where the four rewrites you already did actually went wrong.

Ask-first loopOutput formatBrutal critic

Follow-up sequence (polite escalation)

No answer after one week. You need reminders 2 and 3 written before resentment writes them.

Write a follow-up sequence for this unanswered email:
[PASTE ORIGINAL]
Recipient: [WHO, POWER RELATION]. Deadline reality: [WHEN IT'S ACTUALLY DUE + WHAT HAPPENS IF MISSED].

Deliver 3 messages: 
- Follow-up 1 (day [X]): shorter than the original, assumes it drowned, re-asks with the easiest possible yes.
- Follow-up 2 (day [Y]): adds the consequence as neutral fact (date, dependency), offers an alternative ("if [OTHER PERSON] is better placed, happy to redirect").
- Follow-up 3 (day [Z]): the last one — states what I'll do by default if I don't hear back by [DATE], respectfully.
All three: max 70 words, no guilt ("as per my last email" banned), each forwardable without embarrassment.
Inbox triage batch

Fourteen replies owed, ninety minutes of writing — or one structured prompt and fourteen reviews.

Draft replies for the emails below. My register: [2 ADJECTIVES, DU/SIE OR FIRST-NAME BASIS, SIGN-OFF]. Here's one reply of mine that sounds right:
[PASTE ONE GOOD EXAMPLE]

Per email, I give you: sender context + my decision/answer in shorthand. You write: a reply in my register, max 80 words, ask-or-answer first. Where my shorthand doesn't decide something, insert [DECIDE: …] instead of choosing for me.

1) [FROM: … | CONTEXT: … | MY ANSWER: e.g. "yes but only after the 15th, propose call"]
2) [FROM: … | …]

Frequently asked questions

Won't AI-written emails sound impersonal?

Unstyled ones do. The templates counter it with your register (two adjectives + one real example of your writing) and by keeping decisions in your shorthand. What the AI removes is padding, not personality — most drafts get MORE distinct when the filler goes.

What's the ideal email length?

As short as the decision allows: most asks fit in 50–120 words. The research-backed part isn't a magic number — it's ask-first structure and single-question focus, which the templates enforce. Long emails are fine when they're documents; then send a document.

Should I tell recipients AI helped write my email?

For routine business mail, no more than you'd disclose spell-check — you decided the content. For sensitive personal messages (condolences, apologies, references), either write it yourself or edit until it's genuinely yours; the difficult-email template is built as a thinking aid, not a ghostwriter.

How do I stop writing long emails in the first place?

Use the rewrite template's what-I-cut line for two weeks — the pattern (ask first, one question, cut softeners) installs itself. After that you'll draft short and only batch-process the pile on heavy days.